N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester

Base Information

• Chemical Name: N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester
• CAS No.: 109801-76-5
• Molecular Formula: C₂₆H₃₆ClNO₈
• Molecular Weight: 526.027
• Mol file: 109801-76-5.mol

Synonyms:N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester

Chemical Property of N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester

There total 2 articles about N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoic acid ethyl thio ester (109801-91-4) + Leu-OCpa*HCl (109801-94-7) → N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester (109801-76-5)

Guidance literature:

With copper(l) iodide; triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00229a019

Reference yield:

C15H26O7 (109801-88-9) → N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester (109801-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisopropylamine, n-BuLi / 1.) THF, -70 deg C, 30 min, 2.) THF, -65 deg C, 20 min

2: 77 percent / triethylamine, cuprous iodide / CH₂Cl₂ / Ambient temperature

With copper(l) iodide; n-butyllithium; triethylamine; diisopropylamine; In dichloromethane;

DOI:10.1021/jo00229a019

Reference yield:

N-<(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoyl>-L-leucine p-chlorophenacyl ester (109801-76-5) → (S)-2-((S)-4-Hydroxy-5-methyl-3-oxo-hexanoylamino)-4-methyl-pentanoic acid 2-(4-chloro-phenyl)-2-oxo-ethyl ester (109801-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaOH / diethyl ether / 1 h / Ambient temperature

2: 87 percent / KHCO₃ / acetone / 3.5 h / Heating

With sodium hydroxide; potassium hydrogencarbonate; In diethyl ether; acetone;

DOI:10.1021/jo00229a019

upstream raw materials:

(S)-4-<(isobutoxycarbonyl)oxy>-5-methyl-3-oxohexanoic acid ethyl thio ester

Leu-OCpa*HCl

C₁₅H₂₆O₇

Downstream raw materials:

(S)-2-((S)-4-Hydroxy-5-methyl-3-oxo-hexanoylamino)-4-methyl-pentanoic acid 2-(4-chloro-phenyl)-2-oxo-ethyl ester